Phenylacetylene → HCID 11321375, Verbindung
Reaktionsgleichung
[C:1]1([C:7]#[CH:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:9][O:10][C:11](=[O:15])/[CH:12]=[CH:13]\I>>[C:1]1([C:7]#[C:8]/[CH:13]=[CH:12]\[C:11]([O:10][CH3:9])=[O:15])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1Komponenten
3
Versuchsvorschrift
The general procedure was used to convert phenylacetylene and (Z)-methyl-3-iodoacrylate to the title product. Purification by flash chromatography (15% ethyl acetate in hexanes as the eluent) gave the analytically pure product as a light yellow oil (336 mg, 90% yield). 1H NMR (400 MHz, CDCl3) δ 7.54 (m, 2H), 7.35 (m, 3H), 6.36 (d, J=11.39, 1H), 6.14 (d, J=11.41, 1H), 3.80 (s, 3H). 13C NMR (100 MHz, CDCl3) δ 165.25, 132.16, 129.28, 128.42, 127.79, 123.22, 122.63, 101.45, 86.37, 51.55. Anal. Calc'd. for C12H10O2: C, 77.40; H, 5.41; Found C, 77.41; H, 5.35.
Quellen und Nachweise
- ORD-Eintrag
- ord-c414cba671a1454481c4e83e1e1e138e
- Quelldatensatz
- uspto-grants-2009_01